(4aR,5S,6R,8S,8aR)-8-hydroxy-5,6,8a-trimethyl-5-[2-(2-oxo-2,5-dihydrofuran-3-yl)ethyl]-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid

• ChemBase ID: 306043
• Molecular Formular: C20H28O5
• Molecular Mass: 348.43332
• Monoisotopic Mass: 348.193674
• SMILES: C1C=C([C@]2([C@H](C1)[C@]([C@@H](C[C@@H]2O)C)(CCC1=CCOC1=O)C)C)C(=O)O
• Canonical SMILES: OC(=O)C1=CCC[C@H]2[C@@]1(C)[C@@H](O)C[C@H]([C@]2(C)CCC1=CCOC1=O)C
• InChI: InChI=1S/C20H28O5/c1-12-11-16(21)20(3)14(17(22)23)5-4-6-15(20)19(12,2)9-7-13-8-10-25-18(13)24/h5,8,12,15-16,21H,4,6-7,9-11H2,1-3H3,(H,22,23)/t12-,15-,16+,19+,20+/m1/s1
• InChIKey: VIZZFMPBFLWOFS-JJOBAADDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,5S,6R,8S,8aR)-8-hydroxy-5,6,8a-trimethyl-5-[2-(2-oxo-2,5-dihydrofuran-3-yl)ethyl]-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (4aR,5S,6R,8S,8aR)-8-hydroxy-5,6,8a-trimethyl-5-[2-(2-oxo-5H-furan-3-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• Synonyms: 6α-Hydroxycleroda-3,13-dien- 16,15-olid-18-oic acid

Database IDs

• CAS Number: 771493-42-6

CALCULATED PROPERTIES

• Acid pKa: 4.504829
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.1160176
• LogD (pH = 7.4): 0.346683
• Log P: 3.1517553
• Molar Refractivity: 94.584 cm^3
• Polarizability: 36.816887 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder